There are 4 ways to get from Cuba to Chicago by plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Abel Santamaría Airport to Chicago O'Hare International Airport
best- Fly from Abel Santamaría Airport (SNU) to Chicago O'Hare International Airport (ORD)plane SNU - ORD
7h 11m$104–429Fly José Martí International Airport to Chicago Midway International Airport
- Fly from José Martí International Airport (HAV) to Chicago Midway International Airport (MDW)plane HAV - MDW
8h 31m$258–1,216Fly José Martí International Airport to Chicago O'Hare International Airport
- Fly from José Martí International Airport (HAV) to Chicago O'Hare International Airport (ORD)plane HAV - ORD
9h 22m$208–966Fly Abel Santamaría Airport to Chicago Midway International Airport
- Fly from Abel Santamaría Airport (SNU) to Chicago Midway International Airport (MDW)plane SNU - MDW
19h 56m$124–569
Abel Santamaría Airport (SNU) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Cuba to Chicago is to fly which costs $100 - $430 and takes 7h 11m.
The fastest way to get from Cuba to Chicago is to fly which takes 7h 11m and costs $100 - $430.
The distance between Cuba and Chicago is 1457 miles.
It takes approximately 7h 11m to get from Cuba to Chicago, including transfers.
Chicago is 1h behind Cuba. It is currently 9:39 AM in Cuba and 8:39 AM in Chicago.
There are 1130+ hotels available in Chicago.
What companies run services between Cuba and Chicago, IL, USA?
American Airlines flies from Abel Santamaría Airport (SNU) to Chicago O'Hare International Airport (ORD) 3 times a day.
- Website
- aa.com
Flights from Abel Santamaría Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 7h 54m
- When
- Every day
- Estimated price
- $90–410
Flights from José Martí International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 6h 7m
- When
- Every day
- Estimated price
- $200–950
- Website
- southwest.com
Flights from José Martí International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 5h 15m
- When
- Wednesday
- Estimated price
- $250–1,200
Flights from José Martí International Airport to Chicago Midway International Airport via Miami
- Ave. Duration
- 5h 10m
- When
- Tuesday and Wednesday
- Estimated price
- $260–1,200
Flights from José Martí International Airport to Chicago Midway International Airport via Cancun
- Ave. Duration
- 7h 45m
- When
- Saturday
- Estimated price
- $310–1,400
Flights from Abel Santamaría Airport to Chicago Midway International Airport via Miami
- Ave. Duration
- 19h
- When
- Wednesday, Thursday, and Sunday
- Estimated price
- $110–550
Flights from Abel Santamaría Airport to Chicago Midway International Airport via Miami, Jacksonville
- Ave. Duration
- 19h 20m
- When
- Saturday
- Estimated price
- $110–550
Flights from Abel Santamaría Airport to Chicago Midway International Airport via Miami, Savannah
- Ave. Duration
- 24h 55m
- When
- Monday and Tuesday
- Estimated price
- $110–550
- Website
- aeromexico.com
Flights from José Martí International Airport to Chicago O'Hare International Airport via Mexico City
- Ave. Duration
- 9h 14m
- When
- Every day
- Estimated price
- $350–1,400
- Website
- allegiantair.com
Flights from Abel Santamaría Airport to Chicago Midway International Airport via Miami, Knoxville
- Ave. Duration
- 22h 51m
- When
- Sunday
- Estimated price
- $110–550
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide